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Multiple Choice
Predict the product of the following reaction.
A
B
C
D
Verified step by step guidance
1
Identify the starting material as a methylcyclohexene, which is an alkene with a methyl group attached to the cyclohexene ring.
The first reagent, HBr, will add across the double bond in a Markovnikov fashion, where the bromine atom will attach to the more substituted carbon, resulting in a bromoalkane.
The second reagent, LDA (Lithium diisopropylamide), is a strong base that will deprotonate the hydrogen adjacent to the bromine, forming an enolate ion.
The third step involves the reaction of the enolate ion with Cl2 in the presence of water, which will lead to the formation of a chlorohydrin. The chlorine will add to the carbon adjacent to the enolate oxygen, and the hydroxyl group will form on the enolate carbon.
Consider the stereochemistry of the final product, as the addition of Cl2/H2O can lead to different stereoisomers. Analyze the possible configurations to determine the most likely product.